通过 Cu-BTC 催化氧化偶联从苄醇构建 C-X(X = N、O)键

IF 4.2 3区 化学 Q2 CHEMISTRY, PHYSICAL
Yujuan Wu, Lianji Zhang, Huimin Liu, Yongfei Wang, Cuiping Wang, Zhizhi Hu and Zhiqiang Zhang
{"title":"通过 Cu-BTC 催化氧化偶联从苄醇构建 C-X(X = N、O)键","authors":"Yujuan Wu, Lianji Zhang, Huimin Liu, Yongfei Wang, Cuiping Wang, Zhizhi Hu and Zhiqiang Zhang","doi":"10.1039/D4CY00618F","DOIUrl":null,"url":null,"abstract":"<p >The development of environmentally friendly non-precious metal multiphase catalysts to construct C–X (X = N, O) bonds is highly desirable. Herein, an efficient Cu-BTC catalytic system for the oxidative coupling of benzyl alcohols to construct C–X (X = N, O) bonds for the synthesis of various quinazolinones and styryl ethers is reported. A wide variety of substituted quinazolinones and styryl ethers were synthesized in moderate to good isolated yields with a broad substrate scope <em>via</em> oxidative coupling reactions under aerobic conditions. Control experiments and isotopic labelling studies were carried out to understand the mechanism of the oxidative coupling reactions, which indicate that the Lewis acid site and porosity of Cu-BTC participate in a synergistic manner during the catalytic cycle. The crystal structure and catalytic activity of Cu-BTC remained basically unchanged after multiple recycling, demonstrating exceptional stability and reproducibility.</p>","PeriodicalId":66,"journal":{"name":"Catalysis Science & Technology","volume":" 15","pages":" 4366-4375"},"PeriodicalIF":4.2000,"publicationDate":"2024-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Construction of C–X (X = N, O) bonds from benzyl alcohols via Cu-BTC-catalyzed oxidative coupling†\",\"authors\":\"Yujuan Wu, Lianji Zhang, Huimin Liu, Yongfei Wang, Cuiping Wang, Zhizhi Hu and Zhiqiang Zhang\",\"doi\":\"10.1039/D4CY00618F\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >The development of environmentally friendly non-precious metal multiphase catalysts to construct C–X (X = N, O) bonds is highly desirable. Herein, an efficient Cu-BTC catalytic system for the oxidative coupling of benzyl alcohols to construct C–X (X = N, O) bonds for the synthesis of various quinazolinones and styryl ethers is reported. A wide variety of substituted quinazolinones and styryl ethers were synthesized in moderate to good isolated yields with a broad substrate scope <em>via</em> oxidative coupling reactions under aerobic conditions. Control experiments and isotopic labelling studies were carried out to understand the mechanism of the oxidative coupling reactions, which indicate that the Lewis acid site and porosity of Cu-BTC participate in a synergistic manner during the catalytic cycle. The crystal structure and catalytic activity of Cu-BTC remained basically unchanged after multiple recycling, demonstrating exceptional stability and reproducibility.</p>\",\"PeriodicalId\":66,\"journal\":{\"name\":\"Catalysis Science & Technology\",\"volume\":\" 15\",\"pages\":\" 4366-4375\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2024-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Catalysis Science & Technology\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2024/cy/d4cy00618f\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Catalysis Science & Technology","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/cy/d4cy00618f","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0

摘要

开发环境友好型非贵金属多相催化剂来构建 C-X (X = N, O) 键是非常有必要的。本文报告了一种高效的 Cu-BTC 催化体系,用于苄醇的氧化偶联以构建 C-X (X = N, O) 键,从而合成各种喹唑啉酮和苯乙烯醚。在有氧条件下,通过氧化偶联反应合成了多种取代的喹唑啉酮和苯乙烯醚,分离产率从中等到良好不等,底物范围广泛。为了解氧化偶联反应的机理,研究人员进行了对照实验和同位素标记研究,结果表明路易斯酸位点和 Cu-BTC 的多孔性在催化循环中以协同方式参与反应。经过多次循环后,Cu-BTC 的晶体结构和催化活性基本保持不变,显示出卓越的稳定性和可重复性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Construction of C–X (X = N, O) bonds from benzyl alcohols via Cu-BTC-catalyzed oxidative coupling†

Construction of C–X (X = N, O) bonds from benzyl alcohols via Cu-BTC-catalyzed oxidative coupling†

Construction of C–X (X = N, O) bonds from benzyl alcohols via Cu-BTC-catalyzed oxidative coupling†

The development of environmentally friendly non-precious metal multiphase catalysts to construct C–X (X = N, O) bonds is highly desirable. Herein, an efficient Cu-BTC catalytic system for the oxidative coupling of benzyl alcohols to construct C–X (X = N, O) bonds for the synthesis of various quinazolinones and styryl ethers is reported. A wide variety of substituted quinazolinones and styryl ethers were synthesized in moderate to good isolated yields with a broad substrate scope via oxidative coupling reactions under aerobic conditions. Control experiments and isotopic labelling studies were carried out to understand the mechanism of the oxidative coupling reactions, which indicate that the Lewis acid site and porosity of Cu-BTC participate in a synergistic manner during the catalytic cycle. The crystal structure and catalytic activity of Cu-BTC remained basically unchanged after multiple recycling, demonstrating exceptional stability and reproducibility.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Catalysis Science & Technology
Catalysis Science & Technology CHEMISTRY, PHYSICAL-
CiteScore
8.70
自引率
6.00%
发文量
587
审稿时长
1.5 months
期刊介绍: A multidisciplinary journal focusing on cutting edge research across all fundamental science and technological aspects of catalysis. Editor-in-chief: Bert Weckhuysen Impact factor: 5.0 Time to first decision (peer reviewed only): 31 days
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信